(2S,4R)-4-{[(S)-2-Carboxy-2-(4-phenyl-butyrylamino)-ethylcarbamoyl]-methoxy}-2-(pyridin-2-ylaminomethyl)-pyrrolidine-1-carboxylic acid benzyl ester

ID: ALA4556772

PubChem CID: 58916185

Max Phase: Preclinical

Molecular Formula: C33H39N5O7

Molecular Weight: 617.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CO[C@@H]1C[C@@H](CNc2ccccn2)N(C(=O)OCc2ccccc2)C1)NC[C@H](NC(=O)CCCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C33H39N5O7/c39-30(16-9-14-24-10-3-1-4-11-24)37-28(32(41)42)20-36-31(40)23-44-27-18-26(19-35-29-15-7-8-17-34-29)38(21-27)33(43)45-22-25-12-5-2-6-13-25/h1-8,10-13,15,17,26-28H,9,14,16,18-23H2,(H,34,35)(H,36,40)(H,37,39)(H,41,42)/t26-,27+,28-/m0/s1

Standard InChI Key:  FFLMJKGHLKUKDV-IARZGTGTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4556772

   (2S)-2-(4-phenylbutanoylamino)-3-[[2-[(3R,5S)-1-phenylmethoxycarbonyl-5-[(pyridin-2-ylamino)methyl]pyrrolidin-3-yl]oxyacetyl]amino]propanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 617.70

Molecular Weight (Monoisotopic): 617.2849

AlogP: 3.00

#Rotatable Bonds: 16

Polar Surface Area: 159.19

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.74

CX Basic pKa: 6.63

CX LogP: 1.02

CX LogD: 0.21

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.19

Np Likeness Score: -0.56

References

1.  (2013)  Compounds for the inhibition of angiogenesis and use thereof, 

Source

Source(1):

• Patent Bioactivity Data